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ChemicalBook CAS DataBase List 1,2-DIMETHOXY-4-ETHYLBENZENE
5888-51-7

1,2-DIMETHOXY-4-ETHYLBENZENE synthesis

12synthesis methods
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Yield: 8.3 %Chromat. , 8 %Chromat. , 6.9 %Chromat. , 6.9 %Chromat. , 5.5 %Chromat. , 35.1 %Chromat. , 29.4 %Chromat.

Reaction Conditions:

with 1-hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II) in 1,3,5-trimethyl-benzene at 160; for 72 h;Inert atmosphere;Reagent/catalyst;Temperature;

Steps:

II. Experimental Procedures
General procedure: Into a 3-mL glass tube, catalyst (4.5 μmol) and substrate (1 or c5; 90 μmol) were placed. After dinitrogen gaswas filled in the glass tube, 180 μL of mesitylene or xylene was added. In the open system reactions, the glasstube was connected to leak line. In the reactions conducted under 1 atm of dihydrogen, the glass tube wasconnected to a balloon filled with dihydrogen. The glass tube was placed on an aluminum heating block. Afterstirring at the indicated temperature and for the indicated time, a certain amount of dodecane (ca. 7.5 mg) wasadded as an internal standard and the products were analyzed by GC. After removal of all the volatiles, theproducts were also analyzed by 1H NMR in CDCl3 and the conversion of the substrate 1 and the yields of c1, c3and c4 were calculated with a certain amount of 1,1,2,2-tetrachloroethane (ca. 7.7 mg) as an internal standard.

References:

Kishino, Masamichi;Kusumoto, Shuhei;Nozaki, Kyoko [Chemistry Letters,2020,vol. 49,# 5,p. 477 - 480] Location in patent:supporting information

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